Gay Videos marked as sissy chastity

Most Viewed
Sissy Slut in Car Breaks Out of Chastity Cage, Jerks off Small Cock and Cums with Dildo in Ass 1:51
Sissy Slut in Car Breaks Out of Chastity Cage, Jerks...
41K
83%
FUN GYM HUNK - UNCUT COCK HAIRY CHEST - VERBAL DOMINANT ALPHA 2:23
FUN GYM HUNK - UNCUT COCK HAIRY CHEST - VERBAL DOMIN...
41K
67%
Asian hanfu sissy femboy puppy twink anal in white socks 15:06
Asian hanfu sissy femboy puppy twink anal in white s...
32K
76%
LanaTuls - Sissy Slut Russian Whore LanaTuls in CrossDresser Session. Fucked by Sex Machine. 23:04
LanaTuls - Sissy Slut Russian Whore LanaTuls in Cros...
14K
86%
putting my blue cock in chastity cage 2:21
putting my blue cock in chastity cage
19K
73%
display in the public bathroom in the highway rest area 1:52
display in the public bathroom in the highway rest area
1.5K
20%
Caged Femboy Shows Off in a Red Lingerie Set From Victoria's Secret 6:30
Caged Femboy Shows Off in a Red Lingerie Set From Vi...
7.2K
78%
exploring the depths of my ass 14:33
exploring the depths of my ass
8.5K
79%
Vulturif changes their cloth on a hiking trail 10:52
Vulturif changes their cloth on a hiking trail
9.5K
50%
Nasty Sissy Nun Astrid Apathy Rides Cum-Covered Dildo After Sissygasm in Chastity 11:06
Nasty Sissy Nun Astrid Apathy Rides Cum-Covered Dild...
11K
84%
Sissy in Chastity Destroying her Asshole with Huge Butt Plug 17:04
Sissy in Chastity Destroying her Asshole with Huge B...
22K
86%
Taylor takes BBC in different positions 8:21
Taylor takes BBC in different positions
9.8K
72%
micro chastity cage cock check 8:09
micro chastity cage cock check
3.4K
83%
CurvySissy69 - blonde sissy in chastity playing with her ass 10:52
CurvySissy69 - blonde sissy in chastity playing with...
15K
83%
2023 (so far!) Chastity Compilation 4:23
2023 (so far!) Chastity Compilation
4.2K
71%
Sissy Fag banging large ebon horse cock and eighteen double head vibrator 10:34
Sissy Fag banging large ebon horse cock and eighteen...
7.1K
70%
Stretching my sissy hole in chastity 14:15
Stretching my sissy hole in chastity
7.3K
100%
Trying my hardest to take 15inches to earn chastity release 8:18
Trying my hardest to take 15inches to earn chastity ...
5.3K
75%
Slave Fucks Himself In The Ass With A Big Dildo In A Chastity Cage 7:32
Slave Fucks Himself In The Ass With A Big Dildo In A...
7.8K
88%
Beta diaper cuck dismantles ego. 1:37
Beta diaper cuck dismantles ego.
11K
92%
Sissy riding and sucking black dildo in negative chastity cage 5:12
Sissy riding and sucking black dildo in negative cha...
2.9K
90%
Removing my chastity cage after a whole day 0:58
Removing my chastity cage after a whole day
3.8K
100%
Chastity sissy fucks her pussy with three toys until its a frothy mess and then squirts everywhere when she cums 23:21
Chastity sissy fucks her pussy with three toys until...
11K
80%
Medical latex gloves masturbation sounding chastity 8:33
Medical latex gloves masturbation sounding chastity
12K
63%
Sissy training asspussy with fuck machine for rough breeding, while her sissy clit is caged tight. 10:01
Sissy training asspussy with fuck machine for rough ...
9.7K
85%
Plugging myself in the woods 8:20
Plugging myself in the woods
9.5K
78%
Sissy Wretching Ass with Huge Dildo-turn Ass Into Pussy 9:42
Sissy Wretching Ass with Huge Dildo-turn Ass Into Pussy
841
100%
Plugged CD Femboy teasing Chastity Cage With Wand 11:11
Plugged CD Femboy teasing Chastity Cage With Wand
13K
84%
Hairbrush self spanking in micro chastity cage training PART 1 5:30
Hairbrush self spanking in micro chastity cage train...
3.8K
62%
Sissy riding a black Dildo 7:58
Sissy riding a black Dildo
592
100%
BBC Chastity Shemale Hentai Slide 9:45
BBC Chastity Shemale Hentai Slide
18K
73%
Vulturif is using a sounding wand and a fucking machine while in chastity 12:34
Vulturif is using a sounding wand and a fucking mach...
8.9K
88%
Sissy Sophia compilation of my best clips 8:24
Sissy Sophia compilation of my best clips
5.5K
81%
Challenge punishment: Used and abused sissy 12:55
Challenge punishment: Used and abused sissy
7.9K
70%
Amateur POV chastity cage sex toy anal cumshot 3:22
Amateur POV chastity cage sex toy anal cumshot
7.5K
66%
Sissy vibing her clitty in chastity 9:30
Sissy vibing her clitty in chastity
4.7K
60%
Desperate sissy rubs locked up clit while pounding ass 32:42
Desperate sissy rubs locked up clit while pounding ass
8.8K
72%
Sissy Slut pleasing BBC 7:10
Sissy Slut pleasing BBC
879
100%
First ride in new tiny chastity (nub) 8:40
First ride in new tiny chastity (nub)
5.8K
100%
Sissy Oksana anal masturbation on webcam and fulfills the order of the dominant to remove the maid o 13:03
Sissy Oksana anal masturbation on webcam and fulfill...
6.4K
50%
Challenge: 10min ride in chastity failed. 8:03
Challenge: 10min ride in chastity failed.
4.1K
87%
Sissy Nun Astrid Apathy has Sissygasm in Chastity 11:10
Sissy Nun Astrid Apathy has Sissygasm in Chastity
3.2K
77%
Femboys First Time with Big Dildo 16:50
Femboys First Time with Big Dildo
11K
75%
Inserting a Rectal Speculum while being in my Chastity Cage 2:22
Inserting a Rectal Speculum while being in my Chasti...
722
100%
Bearded Booty Bounce 8:57
Bearded Booty Bounce
3.5K
100%
Astrid Apathy in Chastity Public Exhibitionism 2 13:22
Astrid Apathy in Chastity Public Exhibitionism 2
6.0K
77%
Yoga Crochet Fuck Me Busy 13:25
Yoga Crochet Fuck Me Busy
3.3K
0%
Slave4HardUse - Cock Locked in a Small Chastity and Asshole Fucked By Big Banana 8:02
Slave4HardUse - Cock Locked in a Small Chastity and ...
7.1K
55%
Sissies are not allowed to touch! 7:20
Sissies are not allowed to touch!
4.6K
80%
Sissy Mindy Maid vacuuming 8:41
Sissy Mindy Maid vacuuming
1.6K
50%
Locking up my clitty 1:40
Locking up my clitty
2.2K
40%
Big ass crossdresser big dildo fuck 5:53
Big ass crossdresser big dildo fuck
6.9K
78%
Crossdresser Standing Fuckingmachine Seasion 23022023 25:09
Crossdresser Standing Fuckingmachine Seasion 23022023
2.3K
75%
Femboy rides Dildo hard Anal 6:25
Femboy rides Dildo hard Anal
6.1K
50%
Sissy caged fucking her ass with BBC 14:40
Sissy caged fucking her ass with BBC
1.1K
80%
Sissy in chastity anal training for mistress 9:32
Sissy in chastity anal training for mistress
713
50%
Machine drilled in missionary 18:04
Machine drilled in missionary
1.5K
100%
Sissy asspussy training with fucking machine 6:56
Sissy asspussy training with fucking machine
3.0K
100%
Hole in One - four golf balls inside 5:56
Hole in One - four golf balls inside
762
80%
Sissy Skylar Tries On panties 35:52
Sissy Skylar Tries On panties
2.1K
50%
Ass fucked by bbc on machine 8:30
Ass fucked by bbc on machine
4.8K
85%